Determination of the Absolute Structure of (+)-Akaterpin
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- Hosoi Hayato
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Kawai Nobuyuki
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Hagiwara Hideki
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Suzuki Takahiro
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Nakazaki Atsuo
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Takao Ken-ichi
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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- Umezawa Kazuo
- Department of Applied Chemistry, Faculty of Science and Technology, Keio University
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- Kobayashi Susumu
- Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)
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Abstract
We describe the total synthesis and structural determination of (+)-akaterpin (1), an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC). The key features of the synthetic strategy include the resolution of β,γ-unsaturated ketone (±)-2a with chiral sulfoximine 6. The absolute stereochemistry was determined by comparison of the specific optical rotation data of (+)-1 and (−)-1 with that of natural akaterpin.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 60 (1), 137-143, 2012
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390001204177130496
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- NII Article ID
- 130001852337
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 024029871
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed